Synthesis and biological evaluation of polyhydroxycurcuminoids

Bioorg Med Chem. 2005 Dec 1;13(23):6374-80. doi: 10.1016/j.bmc.2005.06.050. Epub 2005 Aug 19.

Abstract

A series of curcumin analogs (1-3, 5a-5t) was synthesized through the condensation of appropriately protected hydroxybenzaldehydes with acetylacetone, followed by deprotection. The antioxidant activity of these analogs was determined by superoxide free radical nitroblue tetrazolium and DPPH free radical scavenging methods and the polyhydroxycurcuminoids (5l-5s) displayed excellent antioxidant activity. These analogs showed cytotoxicity to lymphocytes and promising tumor-reducing activity on Dalton's lymphoma ascites tumor cells.

MeSH terms

  • Animals
  • Antineoplastic Agents / chemical synthesis
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology
  • Antioxidants / chemical synthesis
  • Antioxidants / chemistry
  • Antioxidants / pharmacology
  • Cell Line, Tumor
  • Curcumin / analogs & derivatives
  • Curcumin / chemical synthesis*
  • Curcumin / chemistry
  • Curcumin / pharmacology*
  • Free Radical Scavengers / chemical synthesis
  • Free Radical Scavengers / chemistry
  • Free Radical Scavengers / pharmacology
  • Free Radicals / metabolism
  • Inhibitory Concentration 50
  • Mice
  • Molecular Structure
  • Neoplasms / pathology
  • Oxidation-Reduction
  • Structure-Activity Relationship
  • Superoxides / metabolism
  • Xenograft Model Antitumor Assays

Substances

  • Antineoplastic Agents
  • Antioxidants
  • Free Radical Scavengers
  • Free Radicals
  • Superoxides
  • Curcumin